In the Season 1 finale, Pauly takes Aubrey out for their first official date. The celebrities throw a final celebration party, which ends in a vicious fight between Calum and Brandi. Later, Dr. Darcy discusses what they've learned through this experience before everyone goes their separate ways.
When Aubrey pressures Pauly D. to claim her as his girlfriend, Pauly seeks the advice of Dr. Darcy on how to handle the situation. Later, after another fight between Pauly and Aubrey, Dr. Darcy sits them down to discuss the future of their relationship.
With the help of Dr. Darcy, supermodel Jessica White explores her block when it comes to dating. Then, Somaya and Jessica share a surprisingly intimate bubble bath. Later, a fun night out for new couple Pauly D. and Aubrey ends in a fight.
Brandi and Calum explore their feelings for one another; the celebrities are blindfolded when attending a singles mixer in order to explore the importance of looks vs. personality; and the ladies act jealous when the guys choose to take a second date.
The celebrities are paired up and act as each other's dating coaches, which entails offering advice on what to wear, how to act and even what to say to their blind dates. While Aubrey has no problem letting her date know what's on her mind, Brandi encourages Josh to loosen up and have some fun. Elsewhere, Somaya talks to Dr. Darcy about why she prefers dating women.
The singles are ordered to throw a house party at their posh L.A. loft. In other events, Calum Best offers some insight into the dark root of his relationship issues; Pauly D. and Aubrey share a passionate kiss; and a battle erupts between Calum and Brandi.
Dr. Darcy asks the singles to step outside of their comfort zones in order to find a date for a romantic boat cruise. Later, Aubrey O'Day is confronted for refusing to participate in the exercises, behavior which frustrates her fellow celebs.
Eight single celebrities who have been infamously unlucky in love learn how to choose the right partner while living under the same roof in this series, which begins with the group moving into a spacious Los Angeles loft and receiving relationship advice from Dr. Darcy Sterling. First up: a quick icebreaker exercise; a night out on the town; and friction between Brandi Glanville and Somaya Reece.